Synonym
Methyl helicterate
IUPAC/Chemical Name
Lup-20(29)-en-28-oic acid, 3-(acetyloxy)-27-(benzoyloxy)-, methyl ester, (3beta)-
InChi Key
MYBPKOKJNVOFNJ-BIECZKHRSA-N
InChi Code
InChI=1S/C40H56O6/c1-25(2)28-16-21-39(35(43)44-8)22-23-40(24-45-34(42)27-12-10-9-11-13-27)29(33(28)39)14-15-31-37(6)19-18-32(46-26(3)41)36(4,5)30(37)17-20-38(31,40)7/h9-13,28-33H,1,14-24H2,2-8H3/t28-,29+,30-,31+,32-,33+,37-,38+,39-,40-/m0/s1
SMILES Code
CC1(C)[C@@H](OC(C)=O)CC[C@]2(C)[C@@]3([H])CC[C@]4([H])[C@@]5([H])[C@H](C(C)=C)CC[C@@](C(OC)=O)5CC[C@](COC(C6=CC=CC=C6)=O)4[C@@](C)3CC[C@@]12[H]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
632.88
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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2: Huang Q, Huang R, Wei L, Chen Y, Lv S, Liang C, Zhang X, Yin F, Li H, Zhuo L, Lin X. Antiviral activity of methyl helicterate isolated from Helicteres angustifolia (Sterculiaceae) against hepatitis B virus. Antiviral Res. 2013 Nov;100(2):373-81. doi: 10.1016/j.antiviral.2013.09.007. Epub 2013 Sep 19. PubMed PMID: 24055834.
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4: Lin X, Huang R, Zhang S, Zheng L, Wei L, He M, Zhou Y, Zhuo L, Huang Q. Methyl helicterate protects against CCl4-induced liver injury in rats by inhibiting oxidative stress, NF-κB activation, Fas/FasL pathway and cytochrome P4502E1 level. Food Chem Toxicol. 2012 Oct;50(10):3413-20. doi: 10.1016/j.fct.2012.07.053. Epub 2012 Aug 4. PubMed PMID: 22889900.
5: Wei Y, Wang G, Zhang X, Wang Y, Ye W. [Studies on chemical constituents in roots of Helicteres angustifolia]. Zhongguo Zhong Yao Za Zhi. 2011 May;36(9):1193-7. Chinese. PubMed PMID: 21842648.
6: Chang YS, Ku YR, Lin JH, Lu KL, Ho LK. Analysis of three lupane type triterpenoids in Helicteres angustifolia by high-performance liquid chromatography. J Pharm Biomed Anal. 2001 Dec;26(5-6):849-55. PubMed PMID: 11600296.
7: Liu WG, Wang MS. [Structure determination of three new triterpenoids from Helicteres angustifolia Linn]. Yao Xue Xue Bao. 1985 Nov;20(11):842-51. Chinese. PubMed PMID: 3835792.
